Di-tert-butyl dicarbonate → HCID 86708481, Verbindung

HRID 1430778Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1430778
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:11])[C:9]=1[Cl:10])[C:5]#[N:6].[O:12](C(OC(C)(C)C)=O)[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=O>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Br:11][C:8]1[C:9]([Cl:10])=[C:2]([NH:1][C:13](=[O:12])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=1

Komponenten

5

Edukt 2

HCID 90495Di-tert-butyl dicarbonateHCID 867084563-Amino-5-bromo-4-chlorobenzonitrile

Produkt 1

HCID 86708481HCID 86708481, VerbindungAusbeute 52,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-amino-5-bromo-4-chlorobenzonitrile (0.88 g, 3.80 mmol) in DCM (25 mL) was added TEA (1.590 mL, 11.41 mmol), BOC2O (1.059 mL, 4.56 mmol) and DMAP (0.464 g, 3.80 mmol). The mixture was stirred at RT for 16 h. The reaction mixture was concentrated, the crude product was purified using ISCO silica gel column (24 g, EtOAc/hexane=0-30%) to give 0.667 g of tert-butyl 3-bromo-2-chloro-5-cyanophenylcarbamate as white solid

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe crude product was purified

Quellen und Nachweise

ORD-Eintrag
ord-a439a39058bc444686e10e242765d182
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08940736B2

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